Cannabicyclohexanol

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 524549

CAS#: 70434-92-3

Description: Cannabicyclohexanol, also known as (±)-CP 47,497-C8-homolog, is a cannabinoid receptor agonist drug. It is a bicyclic cannabinoid (CB) analog that avidly binds the CB1 receptor (Ki = 0.83 nM) and shows high antinociceptive activity. Cannabicyclohexanol is ten-fold more potent than Δ9-tetrahydrocannabinol in analgesic, motor depressant, anticonvulsant, and hypothermic effects in mice. Cannabicyclohexanol has four enantiomers, which by analogy with other related cannabinoid compounds can be expected to have widely varying affinity for cannabinoid receptors, and consequently will show considerable variation in potency.


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Cannabicyclohexanol, purity > 98% is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 524549
Name: Cannabicyclohexanol
CAS#: 70434-92-3
Chemical Formula: C22H36O2
Exact Mass: 332.27153
Molecular Weight: 332.52
Elemental Analysis: C, 79.46; H, 10.91; O, 9.62


Synonym: Cannabicyclohexanol; (±)-CP 47,497-C8-homolog; UNII-GT88U67BIP; GT88U67BIP; Cis-CP 47497C8; CP 47497 C8 homologue; cis-CP 47497C8; UNII-ESJ086H0VF.

IUPAC/Chemical Name: (cis)-3-(2-Hydroxy-4-(1,1-dimethyloctyl)phenyl)cyclohexanol

InChi Key: HNMJDLVMIUDJNH-MJGOQNOKSA-N

InChi Code: InChI=1S/C22H36O2/c1-4-5-6-7-8-14-22(2,3)18-12-13-20(21(24)16-18)17-10-9-11-19(23)15-17/h12-13,16-17,19,23-24H,4-11,14-15H2,1-3H3/t17-,19+/m1/s1

SMILES Code: CCCCCCCC(C)(C)c1ccc(c(c1)O)[C@@H]2CCC[C@@H](C2)O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO, not in water

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Toyo'oka T, Kikura-Hanajiri R. A Reliable Method for the Separation and Detection of Synthetic Cannabinoids by Supercritical Fluid Chromatography with Mass Spectrometry, and Its Application to Plant Products. Chem Pharm Bull (Tokyo). 2015;63(10):762-9. doi: 10.1248/cpb.c15-00170. PubMed PMID: 26423032.

2: Ukaigwe A, Karmacharya P, Donato A. A Gut Gone to Pot: A Case of Cannabinoid Hyperemesis Syndrome due to K2, a Synthetic Cannabinoid. Case Rep Emerg Med. 2014;2014:167098. doi: 10.1155/2014/167098. Epub 2014 Apr 29. PubMed PMID: 24872901; PubMed Central PMCID: PMC4020538.

3: Samano KL, Poklis JL, Lichtman AH, Poklis A. Development of a high-performance liquid chromatography-tandem mass spectrometry method for the identification and quantification of CP-47,497, CP-47,497-C8 and JWH-250 in mouse brain. J Anal Toxicol. 2014 Jul-Aug;38(6):307-14. doi: 10.1093/jat/bku043. Epub 2014 May 9. PubMed PMID: 24816398; PubMed Central PMCID: PMC4148611.

4: Koller VJ, Auwärter V, Grummt T, Moosmann B, Mišík M, Knasmüller S. Investigation of the in vitro toxicological properties of the synthetic cannabimimetic drug CP-47,497-C8. Toxicol Appl Pharmacol. 2014 Jun 1;277(2):164-71. doi: 10.1016/j.taap.2014.03.014. Epub 2014 Mar 28. PubMed PMID: 24686252.

5: Thornton SL, Lo J, Clark RF, Wu AH, Gerona RR. Simultaneous detection of multiple designer drugs in serum, urine, and CSF in a patient with prolonged psychosis. Clin Toxicol (Phila). 2012 Dec;50(10):1165-8. doi: 10.3109/15563650.2012.744996. Epub 2012 Nov 20. PubMed PMID: 23163617.

6: Coulter C, Garnier M, Moore C. Synthetic cannabinoids in oral fluid. J Anal Toxicol. 2011 Sep;35(7):424-30. PubMed PMID: 21871150.

7: Uchiyama N, Kikura-Hanajiri R, Shoda T, Fukuhara K, Goda Y. [Isomeric analysis of synthetic cannabinoids detected as designer drugs]. Yakugaku Zasshi. 2011;131(7):1141-7. Japanese. PubMed PMID: 21720146.